Florida Keys Vacation Rentals

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Make Florida Keys your next getaway—choose from 291 great Florida Keys Vacation Rentals

Delightfully warm weather, tropical atmosphere, and plenty of beach access are just a few of the benefits of our Florida Keys vacation rentals. From fishing to fresh local cuisine to colorful history, the flavors of the Keys are sure to delight any visitor. This legendary string of islands draws travelers back year after year, and our beach house rentals set the scene for the Florida Keys magic they all know and love.

Explore Florida Keys house rentals, condo rentals, duplexes, and more


House rentals

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Condo rentals

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Florida Keys vacation rentals for every getaway

Dog-friendly Hot tub Internet
Cool Breeze 3D Tour
2 Bed | 2.5 Bath | Sleeps 6

Cool Breeze - Key West, FL

From $250
Canalside Cabana 3D Tour
4 Bed | 3 Bath | Sleeps 10

Canalside Cabana - Marathon, FL

From $308
Sombrero Siesta Retreat
4 Bed | 3 Bath | Sleeps 10

Sombrero Siesta Retreat - Marathon, FL

From $294
Conch Cottage 3D Tour
1 Bed | 1 Bath | Sleeps 5

Conch Cottage - Key West, FL

From $180
Harbor Village Hacienda 3D Tour
3 Bed | 2.5 Bath | Sleeps 8

Harbor Village Hacienda - Duck Key, FL

From $215

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Recent Florida Keys vacation rental reviews

The house is in a nice secluded location about 25 minutes north of Key West. Nothing luxurious but has everything that you need for a reasonable price. Internet was fast for members who had to work, there's a grill, and outdoor fire pit. The back deck was a great place to relax after a busy day. I would definitely stay again but note to future travelers - fly into Key West. It takes FOREVER to get there from Miami.
Joshua P. | Apr 2021
Perfect condo for an awesome stay in Key West, it was great for our party of five. The kitchen was well equipped, the rooms were spacious & private. The check in & out was so easy! The balcony was perfect for breakfast, lunch & dinner. It also had a lovely view of the pool and there always seemed to be a nice breeze. Management was responsive when I called to say the can opener was broken. I can’t say enough good about this place, it makes me happy just thinking about it now. It was a great week!
Kristine D. | Apr 2021
Don’t let the pics fool You! I wasn’t impressed with the photos. This place was super clean, beds were very comfortable and totally relaxing! Take laundry soap and groceries and your set! The facility was great and the pool was excellent. My only issue was the crappy grill LOL. We are the people who grill daily and that grill needs a major update! We had a couple of requests that they gladly met for us the next day. From a travel agent’s perspective, this property earns a 5* from us!
Amber C. | Apr 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where are our Florida Keys vacation rentals?

The Florida Keys are a chain of coral reef islands off the southern tip of Florida. Beginning 15 miles from Miami and extending in an arc toward Key West, the islands divide the Gulf of Mexico and the Atlantic Ocean. The islands are connected by a long stretch of road, the famous Overseas Highway.

The inviting climate can be described as a "tropical savannah," making this area a beloved vacation destination for many. Our Florida Keys beachfront rentals, beach houses rentals, and cottages give vacationers the chance to experience the best of the area firsthand.

Things to do around our Florida Keys vacation rentals

With a storied history and lively nightlife, Key West is immensely popular for good reason. Retirees, young travelers, and water sports enthusiasts will all find something here to their taste. Brunch, sunny strolls, and afternoons out on the water are the foundations of a Key West getaway, and a vacation home with a private pool doesn't hurt, either.

There's more to see on the Overseas Highway than just Key West, though. Key Largo's snorkeling, Little Conch Key's laid-back attitude, and the sea turtle hospital in Marathon are just a taste of your Florida Keys options.

Getting out on the open water is the heart and soul of the Keys. Both experienced sailors striking out on their own and beginners going out under the supervision of a captain will love the bright blue Caribbean waves. Anglers will want to bring along their fishing gear and catch something for dinner. Anyone wanting some excitement can try other aquatic adventures, like scuba diving and parasailing.

There are plenty of land-based options as well, like visiting the preserved mango swamps of Marathon or learning about dolphins at the Dolphin Research Center. Or, go back to basics and spend time soaking up the sun on the beach.

Heading to our Florida Keys vacation rentals is an ideal choice for someone looking to get away from the daily grind. After a few days in your Florida Keys beach house rental, you'll wish you could stay forever.

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